乙酰乙酸甲酯置于葡萄糖体系中,用 Aq. Phosphate Buffer 用作溶剂,化学反应 10.0H,以85.3%的收率获得(R)-3-羟基丁酸甲酯 参考文献:工程大肠杆菌全细胞催化乙酰乙酸甲酯的高效生物催化立体选择性还原 标题:工程大肠杆菌全细胞催化乙酰乙酸甲酯的高效生物催化立体选择性还原 摘要:手性β-羟基酯是许多功能材料的关键组成部分,其不对称合成目前引起了人们的极大兴趣.在这项研究中,利用工程化大肠杆菌的全细胞,成功地以高对映选择性将乙酰乙酸甲酯(maa)生物催化抗prelog还原为甲基-( R )-3-羟基丁酸(( R )-Hbme),它含有来自醋杆菌属的accr(羰基还原酶)基因. Cctcc M209061 和来自枯草芽孢杆菌168 的 Gdh(葡萄糖脱氢酶)基因,用于辅酶的原位再生.与相应的野生菌株相比,工程化的大肠杆菌细胞被证明对maa的生物还原更有效,并且具有更高的生产率.在优化条件下,反应时间10 H后,产物ee为>99.9%,最大产率为85.3%,远高于之前报道的结果.此外,通过分批补料调节ph的策略,( R )-Hbme的产量显着增加,时空产率约为265 G L −1 D −1,解决了以往研究中产率相对较低的问题.底物浓度似乎已得到解决.此外,所建立的生物催化系统被证明在150 Doi:10.1039/c8Ra00883C
专利号:EP-0269236-B1 优先权日:1986-10-24 标题:Process for synthesis of a chiral azetidinone 摘要:A process is described for the stereo-controlled synthesis of 3-(R)-3-[1'-(R)-hydroxyethyl]-4-(R)-benzoyl-2-oxo-1-aze tidines and their derivatives which are useful intermediates in the synthesis of carbapenem antibiotics.
专利号:WO-2022036662-A1 优先权日:2020-08-21 标题:Method for enzymatic synthesis of 3-hydroxybutyrate 发明人:FAN WENCHAO; GAO SHULIANG; WANG JINGANG; LIANG YAN; YANG HAIFENG; REN LIANG; Yuan shenglun 权利人:ZHEJIANG HUARUI BIOTECHNOLOGY CO LTD 摘要:Provided is a method for the enzymatic synthesis of 3-hydroxybutyrate. According to the method, acetoacetate is taken as a substrate, and a reduction reaction is catalyzed with an alcohol dehydrogenase of SEQ ID No:1 or a mutant thereof of SEQ ID Nos:3-27, to obtain 3-hydroxybutyrate.
专利号:US-4968814-A 优先权日:1990-04-18 标题:(S)-Alkyl 3-(thien-2-ylthio)butyrate and analogs and synthesis thereof 发明人:BLACKLOCK THOMAS J; GRABOWSKI EDWARD J J; SOHAR PAUL 权利人:MERCK & CO INC 摘要:(S)-Alkyl 3-(thien-2-ylthio)butyrate and analogs are intermediates in the synthesis of the chiral (S,S)-5,6-dihydro-4-ethylamino-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide-7,7-dioxide and analogs thereof, topically effective carbonic anhydrase inhibitors useful in the treatment of ocular hypertension and glaucoma.
专利号:US-12037317-B2 优先权日:2018-01-25 标 题:Synthesis of 3-hydroxybutyryl 3-hydroxybutyrate and related compounds 发明人:ULRICH SCOTT MICHAEL 权利人:BUCK INST RES AGING 摘要:In various embodiments methods of preparing hydroxybutyryl 3-hydroxybutyrate and related compounds are provided along with methods of use thereof.
专利号:US-10202620-B2 优先权日:2014-05-16 标 题:Synthesis of olefinic alcohols via enzymatic terminal hydroxylation 发明人:COELHO PEDRO; CHEN MIKE M Y; MEINHOLD PETER; CHO CATHERINE MEE-HIE; BUI VU; HEEL THOMAS 权利人:PROVIVI INC 摘要:In certain aspects, the present invention provides methods for producing terminally hydroxylated alkenes and alkynes by contacting an unsaturated or saturated hydrocarbon substrate with a hydroxylase enzyme. Exemplary terminal hydroxylases useful for carrying out the methods of the invention exhibit strong selectivity towards one terminal carbon of a hydrocarbon substrate and include, but are not limited to, non-heme diiron alkane monooxygenases, cytochromes P450 (e.g., cytochromes P450 of the CYP52 and CYP153 family), as well as long chain alkane hydroxylases. In some embodiments, the terminally hydroxylated alkene or alkyne is further converted to a terminal alkenal. In certain embodiments, terminally hydroxylated alkenes and alkynes are useful as insect pheromones which modify insect behavior. In other embodiments, terminally hydroxylated alkenes and alkynes are useful intermediates for producing pheromones via acetylation or oxidation of the alcohol moiety.
专利号:US-6271195-B1 优先权日:1992-06-30 标题:Aminimide-containing molecules and materials as molecular recognition agents 发明人:HOGAN JOSEPH C JR 权利人:ARQULE INC 摘要:The design and synthesis of novel aminimide-based molecular modules and the use of the modules in the construction of new molecules and fabricated materials is disclosed. The new molecules and fabricated materials are molecular recognition agents useful in the design and synthesis of drugs, and have applications in separations and materials science.
参考标题:Purification And Characterization Of An Nadh-Dependent Alcohol Dehydrogenase FromCandida MarisFor The Synthesis Of Optically Active 1-(Pyridyl)Ethanol Derivatives 作者:Shigeru Kawano,Miho Yano,Junzo Hasegawa,Yoshihiko Yasohara |发布日期:2011.6.23 摘要:A Novel (R)-Specific Alcohol Dehydrogenase (Afpdh) Produced By Candida Maris Ifo10003 Was Purified To Homogeneity By Ammonium Sulfate Fractionation, Deae-Toyopearl, And Phenyl-Toyopearl, And Characterized. The Relative Molecular Mass Of The Native Enzyme Was Found To Be 59,900 By Gel Filtration, And That Of The Subunit Was Estimated To Be 28,900 On Sds-Polyacrylamide Gel Electrophoresis. These Results Suggest That The Enzyme Is A Homodimer. It Required Nadh As A Cofactor And Reduced Various Kinds Of Carbonyl Compounds, Including Ketones And Aldehydes. Afpdh Reduced Acetylpyridine Derivatives, β-Keto Esters, And Some Ketone Compounds With High Enantioselectivity. This Is The First Report Of An Nadh-Dependent, Highly Enantioselective (R)-Specific Alcohol Dehydrogenase Isolated From A Yeast. Afpdh Is A Very Useful Enzyme For The Preparation Of Various Kinds Of Chiral Alcohols.
合成参考文献
摘要:Stephenson, G. R., Science of Synthesis Knowledge Updates, (2014) 1, 215. 摘要:Shi, Y.; Cole-Hamilton, D. J.; Kamer, P. C. J., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 2, 200. 参考文献:10.1007/bf02994748 摘要:Hwang KJ, Lee J, Chin S, Moon CJ, Lee W, Baek CS, Kim HJ. Lipase mediated chiral resolution of 4-arylthio-2-butanol as an intermediate for beta-lactam antibiotics. Arch Pharm Res. 2003 Dec;26(12):997–1001. doi: 10.1007/bf02994748.